Cesium fluoride → 3-Methoxyquinoxalin-5-ol
Reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[N:11][C:10]2[C:5](=[C:6]([O:13][Si](C(C)C)(C(C)C)C(C)C)[CH:7]=[CH:8][CH:9]=2)[N:4]=1.[F-].[Cs+]>O1CCCC1.CO>[CH3:1][O:2][C:3]1[CH:12]=[N:11][C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([OH:13])[C:5]=2[N:4]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of (d) (6.95 g, 21 mmol) in tetrahydrofuran/methanol (280 ml/140 ml) was treated with caesium fluoride (4.73 g, 31.4 mmol) and stirred for 18 hours. The mixture was evaporated and the residue partitioned between diethyl ether and dilute aqueous hydrochloric acid. The aqueous phase was further extracted with diethyl ether and the combined extracts dried and evaporated to give an oil (4.2 g).
Workup
- customThe mixture was evaporated
- customthe residue partitioned between diethyl ether and dilute aqueous hydrochloric acid
- extractionThe aqueous phase was further extracted with diethyl ether
- customthe combined extracts dried
- customevaporated
Sources & evidence
- ORD record
- ord-e352872d5e004c98b4fdadc92c7b0840
- Source dataset
- uspto-grants-2009_11
- Patent number
- US07622481B2
Reaction notes
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